The Leaflet

Senior Director – Media Planning, Strategy

The Leaflet

full-time

Posted on:

Location Type: Remote

Location: Florida • United States

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Job Level

Senior

About the role

  • Own the end-to-end media activation strategy for all brand marketing campaigns across Sports Betting and Online Casino products
  • Design and deliver innovative, insight-driven media plans that elevate brand impact while driving measurable business outcomes
  • Ensure media activation strategies are thoughtfully aligned with brand positioning, creative strategy, and product marketing priorities
  • Own the media testing roadmap in close partnership with the Analytics department, coordinating test designs, KPI priorities, and follow-through on data insights and takeaways
  • Design and prioritize media channel tests across all major marketing objectives including Brand awareness and consideration, customer acquisition efficiency, and customer retention and lifetime value impacts
  • Lead the brand vs. performance media balance, ensuring optimal investment across upper- and lower-funnel channels contingent on our respective business goals in each state and line of business
  • Develop and manage a structured testing roadmap to refine channel mix, sequencing, and spend allocation over time
  • Own and strengthen the working relationship between the Media team and Integrated Marketing, Brand Strategy, and Creative teams
  • Act as a strategic partner to creative teams, ensuring media activation enhances and amplifies creative effectiveness
  • Partner with internal teams and external agencies to ensure operational efficiency, compliance, and scalability

Requirements

  • Bachelor’s degree in Marketing, Business, Communications, or related field (MBA a plus)
  • 10+ years of progressive experience in media strategy, with a strong background in the sports betting or real money gaming industry
  • Deep experience across brand and performance media, with a proven ability to balance both effectively
  • Analytical mindset rooted in keen understanding of measurement frameworks
  • Iterative testing, and data-driven decision making
  • Experience partnering closely with Creative, Analytics, and Integrated Marketing teams, with a deep understanding of performance marketing and brand storytelling
  • A natural leader who thrives in a fast-paced, high-growth environment and knows how to motivate and develop high-performing teams
  • Expert communicator with exceptional organizational and presentation skills — you can move from strategy to details seamlessly
  • Deep passion for sports and gaming culture, with a finely tuned understanding of sports betting audiences and how to communicate effectively with them
  • Comfortable operating with ambiguity and making data-informed decisions under pressure
  • Entrepreneurial spirit, collaborative mindset, and a deep desire to innovate and make an impact
Benefits
  • Flexible vacation allowance and remote-friendly environment (EST hours)
  • Competitive compensation and benefits package
  • The energy and agility of a startup, backed by a legendary global brand
  • A diverse, inclusive team that celebrates authenticity and empowers everyone to contribute meaningfully
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
media activation strategymedia plansmedia testing roadmapKPI prioritizationdata insightschannel testscustomer acquisitioncustomer retentionspend allocationperformance marketing
Soft Skills
leadershipanalytical mindsetdata-driven decision makingcommunicationorganizational skillspresentation skillscollaborationentrepreneurial spiritadaptabilitymotivation
Certifications
Bachelor’s degree in MarketingBachelor’s degree in BusinessBachelor’s degree in CommunicationsMBA